Vacation rentals with a pool in Plantation Key

An outdoor space features a sparkling in-ground pool surrounded by a sun deck with several lounge chairs. A shaded screened-in porch is visible in the background, along with a gas grill and a cornhole game set nearby. Lush palm trees provide a tropical atmosphere.

4.99 out of 5 average rating, 132 reviews

Sea Ray Cove, Mini Lobster week NOW OPEN!

StephenRating, 5 starstoday

We had a great time during our one week stay. The location was perfect! Easy walk to the beach and beautiful canal views. We loved our visits from the manatee! We spent our days outside exploring the Keys and it was lovely to return each evening to this great house. We grilled dinners and enjoyed meals on the screened porch. Sunrise over the canal was gorgeous. We were sad to leave!

4.95 out of 5 average rating, 136 reviews

A private heated pool is surrounded by a spacious patio with laid brick flooring. Palm trees frame the scene, while a vibrant sunset casts warm colors across the sky. Lounge chairs are positioned by the pool, inviting relaxation by the serene water view.

Villa in Marathon

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

StefanieRating, 5 stars2 weeks ago

My family and I stayed for a week and the house had everything we needed and more! The space was clean, comfortable and had lots of extras for the outside like pool floats, bikes, paddle boards, kayaks and more. The added touches inside like dish soap, hand soap, cleaning supplies, shampoo and conditioner was unexpected and a huge help. I was slightly surprised that this was an attached home, but there was still plenty of privacy and the location was extremely convenient. The hosts were very friendly and responsive and we would definitely recommend to others.

Vacation home in Key Largo

A serene pool area is visible, featuring a clear blue pool with a surrounding deck. Lounge chairs are arranged along the edge, and a large umbrella provides shade. Lush greenery and a clear sky contribute to a tranquil outdoor environment.

4.94 out of 5 average rating, 116 reviews

Ocean Shores Villa 3 with pool and boat slip

KellyRating, 5 stars1 week ago

We stayed for 3 days for kids spring break to travel down to the different Keys and eventually hit Key West. We were on the 3rd floor unit. The space was very clean. Kitchen had everything you need to make a basic meal. Small balcony to overlook the waterfront. There were little toys for the kids to play. There’s a communal storage room that had all sorts of goodies: life jackets, fishing rods, electric scooter, ice maker. We didn’t have time to use the bikes and kayaks. The kids enjoyed the pool. Noodles were provided as well. The neighborhood was nice. There’s a seafood market/eatery across the street. One small thing but it didn’t affect our stay as much: the lights kept flickering. It was a cozy stay overall and I would definitely come back!

A refreshing swimming pool is surrounded by palm trees, offering a relaxing area for guests. Lounge chairs are placed around the pool deck, and the clear blue sky is visible above, creating a bright and inviting setting. Tropical landscaping provides privacy and enhances the tropical feel.

4.91 out of 5 average rating, 100 reviews

New Oceanside Casa Azul! Voted #1! Golf Cart-Beach

KrystalynRating, 5 stars2 months ago

Fantastic stay ! Martha was a great host, very responsive and her house is beautiful and more than accommodating. The duplex is in a gated community with a beach, pool, and tennis court ! The weather was not the best so the beach wasn’t the best hang out but 10/10

4.96 out of 5 average rating, 186 reviews

Best View Ocean Pointe Pool Beach King Bed, Gated

G DRating, 5 stars1 week ago

Lucimar was a perfect host. Very responsive with both advice on the area, as well as anything specific we might need or have questions about regarding the condo. The place was very clean and well-maintained. If you happen to self-charter a rental boat for multiple days, we recommend arranging a guest slip at the Ocean Pointe marina. It may coming and going quite easy on our water days. The channel to OP is small and shallow, but well marked with day beacons. Easy to find and see. Take the long way around Tavernier Key, or you may pay a price (shallow flats). On that note, get the prop and skeg insurance, it takes a load off the mind when boating around here. Good electronics are a must for a newbie in these waters (in our view).

Condo in Key Colony Beach

An aerial view captures the coastal complex featuring turquoise roofs and landscaped grounds. The private beach is visible, lined with palm trees, lounge chairs, and tiki huts. The calm waters reflect the blue sky, while boats can be seen in the distance.

4.93 out of 5 average rating, 215 reviews

Anchors Away Condo - Key Colony Beach Oceanfront

HeatherRating, 5 stars2 weeks ago

We really enjoyed our stay at Kim’s place! It was a comfortable, clean and convenient condo to explore the area our first trip to the Keys. We would book it again in the future. Additionally, Kim provided a lot of information about the area which was extremely helpful. Thank you, Kim! We hope to return.

A brightly lit living area features a comfortable blue sofa and a tropical-print armchair. A glass coffee table is positioned in front, with a basket of colorful towels visible. Large windows offer a view of the outdoors, while a palm tree artwork adds a serene touch.

4.97 out of 5 average rating, 108 reviews

Modern and Coastal 3212 is Across from Pool

LuciRating, 5 stars1 week ago

Good layout, very well put together. Looks like an interior decorator decorated. They have kept up with the maintenance of the condo. Clean. It’s a quiet, easy going place. Access to the pool was great. Kitchen well equipped. The couch in the living area is a sleeper couch, which we didn’t use for sleeping since we didn’t need to. It’s not the most comfortable if you want to sit and watch tv after a long day outside. The master bed has a tv which is nice and comfortable. The washing machine is very loud if you are doing anything like watching tv. The outside lights in the front are on all night long and our room was lit up from it, there aren’t black out curtains. We had a nice time overall.

A scenic pool area is visible, featuring a hot tub adjacent to the water's edge. Palm trees sway gently in the breeze, providing a tropical atmosphere. The blue sky reflects on the tranquil water, enhancing the serene setting.

4.73 out of 5 average rating, 22 reviews

Sunset Views, Pool and Dock

AllenRating, 5 stars2 months ago

We really liked the location. It was peaceful and private and a great neighborhood to walk around and to walk our dog. Yet, a short drive into Marathon for restaurants or any other needs. The house isn’t new but it was exactly as represented and it was perfect for us. Frank was very responsive. There were a couple of issues that he addressed immediately. It wasn’t his fault that because of the location, receiving repair parts can take some time. But Frank took care of our situations.

4.9 out of 5 average rating, 72 reviews

Dream Vacation KCB Marathon with private pool !

LisaRating, 5 stars4 weeks ago

Alfonso is a very responsive host who provided clear details, local recommendations (multiple of which we used), and provided a place in a great location. Neighbors are friendly. Place was clean. Perfect for our family with a 14 and 6 year old.

4.96 out of 5 average rating, 110 reviews

A serene pool area is surrounded by lush tropical landscaping and palm trees. Lounge chairs are positioned around the pool, along with blue umbrellas providing shade. The clear water sparkles under the bright sun, creating an inviting space for relaxation.

Cottage in Islamorada

2br/1ba w heated pool, 1 mile to robbies marina

MaryRating, 5 stars5 days ago

from the time we made our reservation until after we checked out Jenny was great. super attentive. She gave us some local recommendations for Easter brunch and had an early check in available. she had everything we needed to come and enjoy our stay without worry.

A modern two-story home with a spacious outdoor area featuring a private pool. Comfortable lounge chairs surround the pool, and a staircase leads to the upper level. The structure is complemented by a rooftop terrace with a sail shade, enhancing the coastal atmosphere.

4.96 out of 5 average rating, 112 reviews

Anglers Terrace, Condé Nast Traveler's Best Airbnb

JessicaRating, 5 stars1 week ago

Our family of 9 loved the house! The pool, corn hole, and roof deck were all huge hits with the kids. The house is perfectly situated on Marathon, close to all the restaurants. Quick drive to Bahia Honda. We will definitely will be back for another visit to Andy’s place.

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Popular amenities for Plantation Key rentals with a pool

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Pool

Free parking on premises

Air conditioning

House rentals with a pool

A covered walkway features wooden beams and a textured privacy screen. Two white rocking chairs are placed on a composite deck, accompanied by a decorative lantern. Soft lighting strung above creates a serene atmosphere, with views of the water visible in the distance.

4.97 out of 5 average rating, 101 reviews

The Paradise 2

LeanneRating, 5 stars2 days ago

We really enjoyed our stay. It completely matched the description, the patio was amazing, and the place was well stocked with everything we needed. It had many personal touches which made us feel at home. It was a great fit for two adults and 2 kids. Our time on the porch in the morning and relaxing in the evenings were the best part. Highly recommend!

The exterior view of the large waterfront home showcases a newly renovated property with a turquoise pool and spacious patio. A dock is visible with two kayaks positioned nearby. Lush greenery surrounds the area, providing a natural setting for relaxation.

4.94 out of 5 average rating, 80 reviews

Large Waterfront Home, w/Efficiency, Pool, Kayaks

BrittanyRating, 5 stars1 month ago

We had everything we needed! Stu was helpful and responsive. We had a fantastic time and will be back in the future! Don’t miss a chance to stay here in Key Largo. Great location and loved keeping the boat behind the house. House is very clean and has all of the amenities you could possibly think of!! 10/10 recommend!

A two-story turquoise house is complemented by a private pool and oversized spa. Lounge chairs in various shades of brown are arranged around the pool area, with orange and green umbrellas providing shade. The setting offers space for outdoor dining and relaxation.

4.94 out of 5 average rating, 66 reviews

Casa Solaris | Key Largo home with Private Pool!

AllisonRating, 5 stars3 weeks ago

Had a great time and the house was perfect for our group!

4.82 out of 5 average rating, 22 reviews

*NEW* Casa Coco-Pool/Tennis/Ramp

LaurenRating, 5 stars3 weeks ago

This place was exactly as described! It sits on a fun little charming campground. The house is very nice and clean, and Yuni was beyond communicative with any and all questions we had.

4.97 out of 5 average rating, 36 reviews

Home in Key Colony Beach

P23 - New 3 bedroom 2 bath duplex with private po

AndreaRating, 5 stars13 months ago

Our stay was wonderful! Key Colony is a quiet and peaceful community. Our condo was beautifully decorated and had everything we needed for the first couple days. The sheets and towels were soft The beds were very comfortable. We really enjoyed our stay and hope to go back soon again!

4.87 out of 5 average rating, 23 reviews

Golf Coast Oasis

NoraRating, 5 stars1 week ago

We really enjoyed our week at Gulf Coast Oasis! The house was lovely, well-stocked, and great for our family of 5. We very VERY much enjoyed the pool and appreciated being able to heat it. Loved using the bikes and kayaks. Ate on the screened in porch. Madelyn was very helpful and responsive both in advance of and during our trip. Great stay! The only "negative" was the noise from the nearby airport -- not disruptive but worth noting.

4.73 out of 5 average rating, 60 reviews

Gorgeous 3/2 SFH Brand-new pool&spa, 30ft dockage

MichelleRating, 5 stars2 weeks ago

We had a great stay. The backyard is absolutely beautiful and feels very peaceful. We were treated to four manatees as well as a nurse shark off the dock over the course of our week here! The pool and spa were great and as advertised. Heather’s home is incredibly well stocked- more than enough towels for the baths and pool and the kitchen had everything needed for cooking as well as a great dishwasher which was great for vacation. Although we did have some issues with the property after check-in, the property host, Katie, was immediately available and very responsive to our concerns, and we were more than happy with the outcome. Would stay here again.

A private pool is surrounded by lounge chairs on a concrete patio. The stilted home features a balcony above, supported by pillars. Lush greenery frames the area, while a bright blue sky adds to the inviting atmosphere.

4.82 out of 5 average rating, 17 reviews

Sale! Pool, Hot Tub, Dock & Putting Green!

NicoleRating, 5 stars4 weeks ago

We had an amazing time! The location is perfect with so many things to do, pool, hot tub, canal, etc. The home was overall beautiful and we loved every second of it!

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Condo rentals with a pool

The Olympic-sized pool is illuminated at night, surrounded by lounge chairs and umbrellas. Lush greenery and palm trees form the backdrop, creating a serene environment for relaxation and recreation.

4.94 out of 5 average rating, 17 reviews

Resort Condo: Pool | Beach | Marina | Pickleball

SamRating, 5 stars1 week ago

This place was great for an in between Miami and Key West! The pool was perfect for relaxing at all day! Restaurants near by were all fantastic! Doable drives for day trips to key west and Miami!

A large junior Olympic size pool is surrounded by lounge chairs and umbrellas, set against a backdrop of lush tropical greenery. The clear blue water reflects the sky, inviting relaxation in a tranquil environment.

4.89 out of 5 average rating, 133 reviews

1BR - Key Largo Sun & Sand Hideaway

JosephRating, 5 stars4 days ago

Stayed at Vanessa’s place twice while visiting the Keys. Quiet, clean and private. A great host and would definitely stay again next time a visit. Easy access to everything off the highway and great amenities with the pool and beach nearby. 10/10.

4.83 out of 5 average rating, 35 reviews

A clear blue pool is surrounded by palm trees, with lounge chairs arranged neatly along the edges. The soft tiles of the sun deck reflect natural light. In the background, the condo building is partially visible, creating a serene setting for relaxation.

Condo in Key Largo

Relax in Key Largo

AnthonyRating, 5 stars7 months ago

Paradise, I stayed for five weeks. July 27th-Sep 3rd. Entire Moonbay Is a condominium resort. It is huge and has everything you could ask for. The grounds are meticulously kept. The pool is gorgeous and brand heated. No one is there in August so I had the entire place to myself. The snowbirds don't return until October. kid's were in school and I was in heaven. Thank you Arthur for sharing your little slice of paradise. I will be back permanently ASAP.

5 out of 5 average rating, 17 reviews

Condo in Key Largo

Key Lime Breeze Retreat!

CarolynRating, 5 stars1 day ago

We had a great stay with our kids - the condo was well furnished, clean, and easily walkable to the pool, game room, and tennis courts. We appreciated the condo was stocked with “kid things” - pack and play, high chair, pool toys, and games. Would recommend to others!

An aerial view of a large pool area, surrounded by lounge chairs and umbrellas in vibrant colors. Lush greenery and trees border the space, while the ocean can be seen in the distance. A hot tub is positioned near the pool, enhancing the resort-like setting.

4.9 out of 5 average rating, 280 reviews

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!

KristenRating, 5 stars5 days ago

My twin sister and I had such a wonderful time at Kim's home celebrating our birthday. She is super responsive and the place was exactly as described! It was so nice to sit on the patio in the morning and overlook the beautiful water. Pool is very nice and plenty to do in the property with the beach, tennis courts, BBQ, restaurant/baror just walk around in a safe, secluded environment. Condo was perfectly appointed with all the comforta and amenities of home! Can't wait to visit with Kim again! Wish I could give her 10 stars !!!!

An aerial view captures the large swimming pool surrounded by lounge chairs with blue umbrellas. The pool is bordered by tropical landscaping and leads to a scenic stretch of ocean in the background. Nearby, a hot tub and shaded seating areas add to the inviting environment.

4.94 out of 5 average rating, 140 reviews

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

BrianRating, 5 stars1 week ago

The unit is just like the photos and was very comfortable! John was helpful and helped make for an enjoyable stay! Would happily stay here again

A large outdoor pool is surrounded by palm trees and lounge chairs, inviting relaxation. Sunlight reflects off the clear blue water, enhancing the spacious area. Nearby structures offer shelter and additional seating, creating an inviting atmosphere for guests to enjoy.

4.98 out of 5 average rating, 194 reviews

Ocean Views at Ocean Pointe

HopeRating, 5 stars3 weeks ago

Michelle was great! Very responsive and understanding when we had to make a last minute trip change. Unit was clean, bright and had a nice view. It’s a nice location between Key Largo and Islamorada making it convenient to explore both. We didn’t use any of the resort’s amenities, but there was an influx of seaweed at the small beach. Just one downside of this time of years in the Keys. But the pool looked great!

A spacious living room features a light color palette with a large flat-screen television mounted on the wall. Comfortable seating is arranged around a coffee table, and large windows provide a view of the ocean and natural light. Coastal decor enhances the atmosphere.